Quinapril

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Quinapril
Quinapril.svg
Systematic (IUPAC) name
(3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
Clinical data
Trade namesAccupril
AHFS/Drugs.commonograph
MedlinePlusa692026
Pregnancy cat.
  • D
Legal status
  • Prescription only
RoutesOral
Pharmacokinetic data
Protein binding97%
Half-life2 hours
Identifiers
CAS number85441-61-8 YesY
ATC codeC09AA06
PubChemCID 54892
DrugBankDB00881
ChemSpider49565 YesY
UNIIRJ84Y44811 YesY
KEGGD03752 YesY
ChEBICHEBI:8713 YesY
ChEMBLCHEMBL1592 YesY
Chemical data
FormulaC25H30N2O5 
Mol. mass438.516 g/mol
Physical data
Melt. point120–130 °C (248–266 °F)
 YesY (what is this?)  (verify)
 
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Quinapril
Quinapril.svg
Systematic (IUPAC) name
(3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
Clinical data
Trade namesAccupril
AHFS/Drugs.commonograph
MedlinePlusa692026
Pregnancy cat.
  • D
Legal status
  • Prescription only
RoutesOral
Pharmacokinetic data
Protein binding97%
Half-life2 hours
Identifiers
CAS number85441-61-8 YesY
ATC codeC09AA06
PubChemCID 54892
DrugBankDB00881
ChemSpider49565 YesY
UNIIRJ84Y44811 YesY
KEGGD03752 YesY
ChEBICHEBI:8713 YesY
ChEMBLCHEMBL1592 YesY
Chemical data
FormulaC25H30N2O5 
Mol. mass438.516 g/mol
Physical data
Melt. point120–130 °C (248–266 °F)
 YesY (what is this?)  (verify)

Quinapril (marketed under the brand name Accupril by Pfizer) is an angiotensin-converting enzyme inhibitor (ACE inhibitor) used in the treatment of hypertension and congestive heart failure.

Pharmacology[edit]

Quinapril is a prodrug. It is converted to its active metabolite, quinaprilat, in the liver.

Mechanism of action[edit]

Main article: ACE inhibitor

Quinapril inhibits angiotensin converting enzyme, an enzyme which catalyses the formation of angiotensin II from its precursor, angiotensin I. Angiotensin II is a powerful vasoconstrictor and increases blood pressure through a variety of mechanisms. Due to reduced angiotensin production, plasma concentrations of aldosterone are also reduced, resulting in increased excretion of sodium in the urine and increased concentrations of potassium in the blood.

Indications[edit]

Quinapril is indicated for the treatment of high blood pressure (hypertension) and as adjunctive therapy in the management of heart failure. It may be used for the treatment of hypertension by itself or in combination with thiazide diuretics, and with diuretics and digoxin for heart failure.

Contraindications[edit]

Side effects[edit]

Side effects of quinapril include dizziness, cough, vomiting, upset stomach, angioedema and fatigue.

External links[edit]